When comparing Cloak vs Roll your own VPN, the Slant community recommends Cloak for most people. In the question“What is the best VPN provider? ”Cloak is ranked 14th while Roll your own VPN is ranked 54th. The most important reason people chose Cloak is:

Cloak can be set to not use the VPN on whitelisted WiFI SSIDs (like home/work).

Pros

Pro

Senses Trusted WiFi networks

Cloak can be set to not use the VPN on whitelisted WiFI SSIDs (like home/work).

Pro

Responsive developer

The developer of Cloak is extremely responsive to feedback and quick to answer questions or support requests.

Pro

Unlimited devices (as long as they're OSX/iOS)

Unlimited devices and data per account, so you can connect up the whole family or office on one account if you so choose.

Pro

Does SSL Pinning on OS X

SSL pinning protects against some forms of man-in-the-middle attacks that even SSL encrypted traffic is vulnerable to. Not long ago, iOS did not allow for pinning but that may have changed more recently.

Pro

Cheap

Depending on your use case, a cheap unmetered VPS can cost very little.

Pro

Single IP

Quite often with VPN services you get a shared IP, here you get one all to yourself. This means you are far less likely to be blocked.

Pro

You control everything

"Is there logging?" "Do I get my own IP?" So many questions, easily answered by running your own service!